Our Italy vacations

Anyone that has visited Italy knows the intense passions it can inspire, but our vacations take you beyond the sublime (yet frequently overcrowded) cities and into the bellissima countryside instead. Sociable small group tours, as well as tailor made vacations, roam the magnificent landscapes of the Amalfi Coast, Puglia, Umbria, Tuscany and Sicily, often walking or cycling, the better to drink in the scenery. And the wine, of course, the perfect accompaniment to one of the world’s great cuisines, which our sumptuous Italy cooking vacations allow you to explore under the guidance of expert local chefs.

Our top Italy vacations

Puglia self drive vacation in Italy

From US $2358
9 days ex flights
9 Days Bari, Alberobello, Matera, Lecce & Ostuni

Umbria cooking vacation, Italy

From 2080 to2140
5 days ex flights
Italian cooking in a farmhouse between Umbria and Tuscany
Small group2026: 22 Aug, 11 Oct, 2027: 11 Apr, 23 Apr, 14 May, 30 May

Amalfi Coast walking vacation, Italy

From US $1950 to US $2925
8 days ex flights
Walk in lemon groves and hillside villages
Small group2026: 29 Aug, 26 Sep, 10 Oct, 17 Oct, 24 Oct, 31 Oct, 7 Nov, 14 Nov, 19 Dec, 26 Dec, 2027: 6 Feb, 13 Feb, 20 Feb, 27 Feb, 6 Mar, 13 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 23 Oct, 30 Oct, 6 Nov, 13 Nov, 18 Dec, 25 Dec

Amalfi Coast and Bay of Naples vacations

From US $2295 to US $2775
8 days ex flights
One of Europe's most dramatic stretches of coastline
Small group2026: 22 Aug, 29 Aug, 5 Sep, 3 Oct, 10 Oct, 17 Oct, 31 Oct, 19 Dec, 26 Dec, 2027: 6 Mar, 20 Mar, 27 Mar, 3 Apr, 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 12 Jun, 19 Jun, 26 Jun, 3 Jul, 10 Jul, 31 Jul, 14 Aug, 21 Aug, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct, 30 Oct, 18 Dec, 25 Dec

Italian cooking vacation, small group

From £1600
7 days ex flights
Immersive local gastronomy & cooking in undiscovered Tuscany
Small group2026: 26 Aug, 14 Sep

Walking vacation in Tuscany

From US $2535 to US $3075
8 days ex flights
A variety of daywalks in the beautiful Tuscan countryside
Small group2026: 5 Sep, 19 Sep, 26 Sep, 10 Oct, 2027: 17 Apr, 24 Apr, 1 May, 8 May, 15 May, 22 May, 29 May, 5 Jun, 28 Aug, 4 Sep, 11 Sep, 18 Sep, 25 Sep, 2 Oct, 9 Oct, 16 Oct

Sicily food vacation in Italy

From US $3105 to US $3720
8 days ex flights
Be overwhelmed at how varied and diverse Sicily’s cuisine
Small group2026: 6 Sep, 20 Sep, 27 Sep, 11 Oct, 2027: 4 Apr, 2 May, 9 May, 13 Jun, 29 Aug, 5 Sep, 26 Sep, 10 Oct, 17 Oct

Francigena Way walking vacation Lucca to Siena

From US $1390 to US $1220
8 days ex flights
Walking vacation through the Tuscan countryside

Sicily self guided cycling vacation in Italy

From £1649 to £1949
9 days ex flights
A wonderful introduction to baroque Sicily's south-east
Tailor made
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Responsible Travel, Travel Team

About our Italy vacations

Italy vacations, Culture

Italy has spent thousands of years exporting its culture around the world, but there’s nothing more satisfying than seeing it in situ – which is why Roman ruins at Pompeii, Renaissance art in Florence, and opera in Verona are always popular. But while Italy’s ancient sites and great works of art are undeniably impressive, they’re also so crowded it can be hard to enjoy a good view. For a much more pleasant take on Italian culture we recommend you stop pounding the city pavements and instead slip into the rhythms of daily life. Our agriturismo vacations are a perfect example, slowing things down while bringing local, seasonal produce to the fore.

Walking vacations in Italy

Much of Italy is mountainous, and when the mountains offer views as good as this, there are sure to be hikers. You can’t go wrong in the Dolomites, where there’s snowshoeing in winter, too. Ambitious hikers can try the Italian Alps and the famous Mont Blanc circuit trek. If you prefer gentle hills to gigantic mountains, our Italy walking vacations also explore the rolling slopes of Tuscany (complete with wine tasting breaks). Meanwhile Cinque Terre and the Amalfi Coast boast undulating coastal walks, where a sea breeze and a sea view make the high points heavenly. Yes, they’re deservedly popular, but our knowledgeable local guides seek out quieter routes and timings to avoid the worst of the crowds.

Cycling vacations in Italy

Our Italy cycling vacation are a sublime way to explore countryside, medieval towns and glorious coastlines, with popular routes including Lake Garda to Venice through the Veneto region. If you’re happy on hills, there are challenging rides in Lombardy, but if you prefer it flat, then lakeside cycles in the Dolomites, pretty routes in Puglia, and e-biking in Tuscany will make you want to pack your panniers and saddle up. And Responsible Travel’s cycling vacations don’t need to be feats of endurance – there’s plenty of time between rides to explore along the way, with routes threaded between cycle-friendly, locally run hotels.

Family vacations in Italy

From pizza and gelato to gondolas and gladiators – Italy is wonderfully child-friendly. This is a country where it's tradition to visit grandparents every week for family dinner, and children are welcome in restaurants – often way past their bedtime. Italy’s varied landscapes present a natural playground where active kids enjoy everything from canyoning to kayaking under the watchful eye of local guides who’ve known these landscapes since their own childhoods. With our Italy family vacations you can take the kids up an active volcano in Sicily or hike and zipline through Tuscany. For other families, a one-stop self catering vacation is often the way to go. Your bambini will have a blast.

Where to go on vacation in Italy

You don’t need to own a superyacht to enjoy Italy’s magnificent Amalfi Coast – our walking vacations seek out quieter but no less spectacular trails. Similarly, the granita in Sicily somehow tastes better when bought from a little independent shop known only to the locals, like our guides. If you want to explore quintessential Italian countryside, then Tuscany’s hill towns are a high point – literally – on a hiking or biking vacation, but for somewhere more peaceful, try Umbria next door. Fewer people head here, and we can arrange cookery lessons and market tours with local chefs, and Orvieto wine tasting at source.

Types of tours & vacations in Italy

If Italy’s dreamy coast and dramatic mountains inspire , consider our adventure vacations that offer a thrilling introduction to Italian landscapes, and culture, through activities such as hiking, sailing and kayaking. Happiest over handlebars? Our cycling vacations explore Puglia, Tuscany and Sardinia, with leisurely or more challenging options available. And while our walking vacations might cover less ground, they focus on some of the most beautiful parts of the country: try the Dolomites or Sicily. If you’re traveling solo but would enjoy having some friends alongside to compare notes on your wine and gelato tastings, then our sociable small group tours are just the thing, with local guides introducing you to neighbourhood producers.

Our Italy vacations reviews

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Gail Barker28 Jul 2026
One of the best vacations we have ever been on. Our entire family (including our 21 and 17 year old) absolutely loved it. Our guide Paolo was truly amazing and so patient, helpful and smiley :).read more
Dana Tupy11 Jul 2026
It was great vacation. Beautiful memories.read more
Harriet Sherwood20 Jun 2026
Excellent. Marina is the best host ever - charming, helpful, informative and super-generous. I couldn't recommend this vacation more. The cooking sessions with Gianluca were a lot of fun, and the results were delicious. The truffle hunting session was hilarious, and the lunch that followed was incredible. read more
Amanda Blacklock18 Jun 2026
Absolutely fantastic - really can’t recommend it more highly. The amazing setting combined with Marina’s fabulous hosting, Gianluca’s super menus & chef skills and a really great ambience.read more
Written by Eloise Barker
Photo credits: [Page banner: Rostislav Glinsky] [Culture : Giuseppe Milo] [Walking : Berthold Werner] [Cycling : Lucio De Marcellis] [Family vacations : fhwrdh] [Where to go in Italy : Glen MacLarty] [Types of vacations : Guldem Ustun]